An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

Tadashi Hanaya; Yuichi Nakamura; Hiroshi Yamamoto

doi:10.3987/com-07-s(w)45

An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

Tadashi Hanaya, Yuichi Nakamura, Hiroshi Yamamoto

研究成果 › 査読

2 被引用数 (Scopus)

抄録

(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

本文言語	English
ページ（範囲）	983-989
ページ数	7
ジャーナル	Heterocycles
巻	74
号	C
DOI	https://doi.org/10.3987/com-07-s(w)45
出版ステータス	Published - 12月 31 2007

ASJC Scopus subject areas

分析化学
薬理学
有機化学

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10.3987/com-07-s(w)45

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AB - (R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

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An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

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